57543-40-5

Basic information

• Product Name: 6-METHOXY-2H-CHROMENE-3-CARBALDEHYDE
• Synonyms: 6-methoxy-2h-1-benzopyran-3-carboxaldehyd;6-METHOXY-2H-CHROMENE-3-CARBALDEHYDE;6-METHOXY-2H-CHROMENE-3-CARBOXALDEHYDE;IFLAB-BB F2121-0009;CHEMBRDG-BB 4005937;6-Methoxy-2H-1-benzopyran-3-carbaldehyde;6-methoxy-2H-chromene-3-carbaldehyde(SALTDATA: FREE);6-Methoxy-2H-chromene-3-carboxyaldehyde
• CAS NO: 57543-40-5
• Molecular Formula: C₁₁H₁₀O₃
• Molecular Weight: 190.2
• Mol File: 57543-40-5.mol
• Article Data: 15

Chemical Properties

• Melting Point: 48-49 °C(Solv: hexane (110-54-3); ethyl acetate (141-78-6))
• Boiling Point: 338.2°C at 760 mmHg
• Flash Point: 149.5°C
• Appearance: /
• Density: 1.275g/cm³
• Vapor Pressure: 9.98E-05mmHg at 25°C
• Refractive Index: 1.627
• CAS DataBase Reference: 6-METHOXY-2H-CHROMENE-3-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-METHOXY-2H-CHROMENE-3-CARBALDEHYDE(57543-40-5)
• EPA Substance Registry System: 6-METHOXY-2H-CHROMENE-3-CARBALDEHYDE(57543-40-5)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 57543-40-5(Hazardous Substances Data)

Usage

General Description

6-Methoxy-2H-chromene-3-carbaldehyde is a chemical compound with the molecular formula C11H10O3. It is a derivative of chromene, a heterocyclic compound with a benzopyran structure. 6-METHOXY-2H-CHROMENE-3-CARBALDEHYDE is a yellow crystalline solid that is often used as an intermediate in the synthesis of pharmaceuticals and other organic compounds. It has been studied for its potential biological activities, including antitumor, anti-inflammatory, and antioxidant properties. Additionally, 6-methoxy-2H-chromene-3-carbaldehyde has been investigated for its potential use in the development of new materials, such as fluorescent dyes and organic electronic devices.

InChI:InChI=1/C11H10O3/c1-13-10-2-3-11-9(5-10)4-8(6-12)7-14-11/h2-6H,7H2,1H3

Upstream product

• 672-13-9 2-hydroxy-5-methoxybenzaldehyde 
• 107-02-8 acrolein 
• 57543-71-2 6-methoxy-2H-chromene-3-carbonitrile 

Downstream Products

• 1407153-06-3 (E)-3-(6-methoxy-2H-chromen-3-yl)-1-(2-methoxyphenyl)prop-2-en-1-one 
• 1407153-04-1 (E)-3-(6-methoxy-2H-chromen-3-yl)-1-(3,5-dimethoxyphenyl)prop-2-en-1-one 
• 1407153-03-0 (E)-3-(6-methoxy-2H-chromen-3-yl)-1-(4-methoxyphenyl)prop-2-en-1-one 
• 1229681-49-5 (E)-1-(2,4-dichlorophenyl)-3-(6-methoxy-2H-chromen-3-yl)prop-2-en-1-one 
• 1229681-43-9 (E)-1-(3-chlorophenyl)-3-(6-methoxy-2H-chromen-3-yl)prop-2-en-1-one 
• 1229681-38-2 (E)-3-(6-methoxy-2H-chromen-3-yl)-1-phenylprop-2-en-1-one 
• 1229681-46-2 (E)-1-(4-chlorophenyl)-3-(6-methoxy-2H-chromen-3-yl)prop-2-en-1-one 
• 1229681-40-6 (E)-1-(2-chlorophenyl)-3-(6-methoxy-2H-chromen-3-yl)prop-2-en-1-one 

Relevant articles and documents

Polyphenols bearing cinnamaldehyde scaffold showing cell growth inhibitory effects on the cisplatin-resistant A2780/Cis ovarian cancer cells

Ovarian carcinoma remains the most lethal among gynecological cancers. Chemoresistance is a clinical problem that severely limits treatment success. To identify potent anticancer agents against the cisplatin-resistant human ovarian cancer cell line A2780/Cis, 26 polyphenols bearing a cinnamaldehyde scaffold were synthesized. Structural differences in their inhibitory effect on clonogenicity of A2780/Cis cells were elucidated using comparative molecular field analysis and comparative molecular similarity indices analysis. Structural conditions required for increased inhibitory activity can be derived based on the analysis of their contour maps. The two most active compounds (16 and 19) were selected and further characterized their biological activities. We found that compounds 16 and 19 trigger cell cycle arrest at the G2/M phase and apoptotic cell death in cisplatin-resistant A2780/Cis human ovarian cancer cells. The molecular mechanism of compound 16 was elucidated using in vitro aurora A kinase assay, and the binding mode between the compound 16 and aurora A kinase was interpreted using in silico docking experiments. The findings obtained here may help us develop novel plant-derived polyphenols used for potent chemotherapeutic agents. In conclusion, compounds 16 and 19 could be used as promising lead compounds for the development of novel anticancer therapies in the treatment of cisplatin-resistant ovarian cancers.

Design, one-pot synthesis, molecular docking study, and antibacterial evaluation of novel 2H-chromene based imidazo[1,2-a]pyridine derivatives as potent peptide deformylase inhibitors

An efficient, environmentally friendly, one-pot three-component synthesis of a series of 2H-chromene-based imidazo[1,2-a]pyridines had been designed and were synthesized. This protocol was developed by the reaction of substituted 2H-chromene aldehydes and

Synthesis and biological evaluations of chalcones, flavones and chromenes as farnesoid x receptor (FXR) antagonists

Farnesoid X receptor (FXR), a nuclear receptor mainly distributed in liver and intestine, has been regarded as a potential target for the treatment of various metabolic diseases, cancer and infectious diseases related to liver. Starting from two previously identified chalcone-based FXR antagonists, we tried to increase the activity through the design and synthesis of a library containing chalcones, flavones and chromenes, based on substitution manipulation and conformation (ring closure) restriction strategy. Many chalcones and four chromenes were identified as microM potent FXR antagonists, among which chromene 11c significantly decreased the plasma and hepatic triglyceride level in KKay mice.

A novel chalcone derivative and composition for anticancer comprising the same

The present invention relates to a novel chalcone derivative and an anticancer composition including the chalcone derivative. In the present invention, provided are an anticancer drug for treating ovarian cancer cells and another anticancer drug for treating ovarian cancer cells having resistance to cisplatin. For this, in the present invention, provided is a compound denoted by chemical formula 1 in which R^1 is H or OCH_3, R^2 is OCH_3 or H, R^3 is OCH_3, R^4 is H, R^5 is OCH_3, R^6 is H and R^7 is OCH_3.